Wailea Luxury Condos

Ho'olei Condos For Sale

The Ho'olei at Grand Wailea is unlike any other luxury residential condominium option on Maui. It is exactly as the name implies…it is simply Grand! The Ho'olei at Grand Wailea is a private gated community that is unique in its location because it is nestled in next to the Grand Wailea, a Waldorf Astoria Resort. By being affiliated with an exclusive Waldorf Astoria resort, owners enjoy residential living and all the access they want to the resort amenities and activities.


This elite community of one hundred and twenty luxury condos, within 6-unit enclaves on thirty acres, is right across from the Grand Wailea Hotel. The location couldn’t be better!

Ho'olei Condo Market

Average Price $6M
Lowest Price $5.6M
Highest Price $6.5M
Total Listings 4
Avg. Days On Market 124
Avg. Price/SQFT $2.4K

Property Types (active listings)

Ho'olei Condos For Sale

Recent Sales in Ho'olei

Ho'olei Villas Video Tour

Ho'olei Quick Facts

  • Built: 2008
  • Located directly across from Grand Wailea
  • 30 acres of prime real estate in the heart of Wailea
  • 120 residences housed within 20, six-unit buildings, each unit equipped with its own elevator
  • One car garage plus covered parking per unit
  • Maile Floor Plan: 3,200 square feet of space
  • Plumeria Floor Plan: 3,500 square feet of space
  • Hibiscus Floor Plan: 4,000 square feet of space
  • Resort Style pool complex with on-site concierge
  • Shuttle service within the Wailea resort
  • 24-hour security

Luxury Resort Style Living in Wailea At Ho'olei

Hoolei Condos in Wailea

The experience and accommodations here at Ho'olei are unlike any other resort on Maui. With stunning sunsets from your very own private lanai or grilling up your perfect dinner on the barbeque grill, every moment is special at Ho'olei. The luxurious two-story villas are each 3,000 to 4,000 square feet with at least 3 bedrooms and decorated with the latest upscale designs, even by luxury Wailea condo standards, it's an impressive property.

Special luxurious touches like granite countertops, custom Italian cabinetry, and a generous great room with vaulted ceilings. These are condo homes with state-of-the-art kitchens, spacious living areas with luxurious furnishings, central air, a large laundry room, and comfortable bedrooms each with their own en-suite bathrooms.

Video Overview of Ho'olei

Ho'olei Wailea Map

Ho'olei Map


Some bedrooms even open onto their own private lanai areas. The master bath has a deep soaking tub and a separate glass-enclosed shower. Linen and housekeeping services are even available.

Living at Ho'olei is like living in a resort. Residents have access to the large fitness center that has extensive cardio and strength-training equipment. With a full-time Concierge, valet, and 24-hour security, you just can’t go wrong! And all of this is just a five-minute walk from the activities at the Grand Wailea Resort. With eight restaurants, a world-class spa, resort swimming pools, shopping as well as white sand beaches and all the water sports you can think of! And let’s not forget the golf courses!

Hotel Zoning at Ho'olei

Ho'olei is a Hotel Zoned Short Term Rentable condo on Maui. Recent proposed legislation is threatening to ban short term rentals in apartment zoned condos on Maui that are on the Minatoya List. Ho'olei is not in jeopardy of losing its rights to rent short term . 

Best-In-Class Wailea Luxury Condos

Hoolei Condos Wailea

Ho'olei also has a tropical pool with a sandy beach entry and a 19-foot waterfall! There is literally nowhere else you could own a property in South Maui with that kind of luxury! Have a poolside massage while your children play in the kids’ area. Perfection!

The residences at Ho'olei have either incredible views of the Pacific Ocean or the stunning Wailea Blue Golf Course. 

Each of these extraordinary condos at Ho'olei Wailea has its own private elevator and one attached garage. These are elite benefits that cannot be found anywhere else!

The design of these condo homes makes them perfect for families to enjoy. And with custom cabinetry, stone floors, vaulted ceilings, and spacious lanais with sunset or Wailea golf course views, this is elite living at its finest!

A Great Value Proposition at Ho'olei

When it comes down to it, Ho'olei is in a class by itself among Wailea condos for sale. And if you are looking for luxury living with all the comforts of a top-notch resort then this might just be the perfect home for you. Families will enjoy the availability of children’s entertainment just as much as the adult options!

Ho'olei is a dream come true for those visiting but being able to live there is like moving to paradise forever! So, don’t delay, if luxury living is at the top of your priority list, then give us a call  today! 808-214-4799

Ho'olei Property Details

Hoolei Pool

  • 120 villas
  • 3 bedroom, 3 ½ bathroom floorplans
  • Between 3,000 to 4,000 square feet each
  • Housekeeping services
  • Grand Wailea Spa and Pool Access with Kulana Club membership
  • Private gated community with full access to resort amenities
  • Deep soaking tub, walk-in showers, and marble bathrooms
  • Chef’s kitchen with dishwasher, sub-zero refrigerators, oven, microwave, and coffeemaker
  • Exclusive access to waterfall pool oasis and fitness center
  • Free valet parking

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow is an award-winning Realtor on Maui ranking in the top 1% of Coldwell Banker agents worldwide. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what our clients are saying on Google.

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